2-Methylidene-5-(prop-1-en-2-yl)cyclohexan-1-ol

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  • Identifiers

    CAS number
    35907-10-9

    Molecular formula
    C10H16O

    SMILES
    CC(=C)C1CCC(=C)C(C1)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Mint 80.18%
    Herbal 78.78%
    Sweet 59.76%
    Camphoreous 57.63%
    Spicy 53.67%
    Cooling 51.36%
    Citrus 45.45%
    Green 44.42%
    Woody 43.94%
    Fresh 41.26%

    Scent© AI

  • Properties

    XLogP3-AA
    2.3

    Molecular weight
    152.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    228°C

    Flash point est.
    89.33 ˚C

  • Synonyms

    • (2S,4R)-p-Mentha-1(7),8-dien-2-ol
    • 2-methylidene-5-(prop-1-en-2-yl)cyclohexan-1-ol
    • 35907-10-9
    • DTXSID80869379
    • 2-methylidene-5-prop-1-en-2-ylcyclohexan-1-ol
    • (Z)-isocarveol
    • 22626-43-3
    • SCHEMBL1276730
    • p-mentha-1(7),8-dien-2-ol
    • DTXCID90213021
    • CHEBI:171972
    • RIA65562
    • 5-Isopropenyl-2-methylenecyclohexanol
    • (+)-trans-p-Mentha-1(7),8-dien-2-ol
    • Cyclohexanol, 2-methylene-5-(1-methylethenyl)-
    • 2-Methylene-5-(prop-1-en-2-yl)cyclohexan-1-ol
    • 991-185-5

  • Applications

    2-Methylidene-5-(prop-1-en-2-yl)cyclohexan-1-ol (CAS 35907-10-9) is a monoterpenoid alcohol widely utilized as a synthetic intermediate in terpene chemistry, notably along mint pathways en route to pulegone, menthone, and menthol; in research it serves as a substrate and analytical standard to probe P450 enzymes (e.g., limonene-3-hydroxylase) and map monoterpene biosynthesis, to develop selective oxidation/reduction and stereoselective hydrogenation catalysts, and as a chiral building block in fine synthesis; it is also explored as a minty aroma precursor/modifier in fragrance formulations and investigated for typical monoterpene bioactivities (antimicrobial, insect-modulating, antioxidant) for prospective uses in preservation, agriculture, and bio-based materials.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 492.88
    methanol 305.34
    isopropanol 443.18
    water 1.02
    ethyl acetate 236.89
    n-propanol 427.93
    acetone 129.07
    n-butanol 395.68
    acetonitrile 247.28
    DMF 123.21
    toluene 123.01
    isobutanol 243.02
    1,4-dioxane 622.95
    methyl acetate 185.25
    THF 543.85
    2-butanone 211.28
    n-pentanol 196.05
    sec-butanol 287.0
    n-hexane 11.77
    ethylene glycol 43.19
    NMP 61.26
    cyclohexane 27.75
    DMSO 120.69
    n-butyl acetate 236.49
    n-octanol 120.76
    chloroform 446.9
    n-propyl acetate 115.69
    acetic acid 163.07
    dichloromethane 312.49
    cyclohexanone 192.62
    propylene glycol 90.57
    isopropyl acetate 116.18
    DMAc 115.8
    2-ethoxyethanol 214.89
    isopentanol 270.99
    n-heptane 26.29
    ethyl formate 150.41
    1,2-dichloroethane 151.02
    n-hexanol 377.98
    2-methoxyethanol 400.73
    isobutyl acetate 73.48
    tetrachloromethane 68.68
    n-pentyl acetate 100.56
    transcutol 686.74
    n-heptanol 144.48
    ethylbenzene 56.87
    MIBK 101.03
    2-propoxyethanol 387.26
    tert-butanol 428.32
    MTBE 229.59
    2-butoxyethanol 203.96
    propionic acid 150.19
    o-xylene 68.89
    formic acid 56.02
    diethyl ether 249.53
    m-xylene 82.73
    p-xylene 73.21
    chlorobenzene 106.98
    dimethyl carbonate 33.7
    n-octane 9.96
    formamide 86.58
    cyclopentanone 174.46
    2-pentanone 161.79
    anisole 116.66
    cyclopentyl methyl ether 149.3
    gamma-butyrolactone 185.47
    1-methoxy-2-propanol 319.42
    pyridine 321.55
    3-pentanone 94.52
    furfural 195.35
    n-dodecane 7.81
    diethylene glycol 203.97
    diisopropyl ether 59.02
    tert-amyl alcohol 242.98
    acetylacetone 109.36
    n-hexadecane 8.91
    acetophenone 86.9
    methyl propionate 114.4
    isopentyl acetate 182.79
    trichloroethylene 279.81
    n-nonanol 101.39
    cyclohexanol 168.26
    benzyl alcohol 107.91
    2-ethylhexanol 168.85
    isooctanol 106.55
    dipropyl ether 180.69
    1,2-dichlorobenzene 80.65
    ethyl lactate 50.17
    propylene carbonate 117.03
    n-methylformamide 108.55
    2-pentanol 214.85
    n-pentane 17.86
    1-propoxy-2-propanol 308.07
    1-methoxy-2-propyl acetate 166.89
    2-(2-methoxypropoxy) propanol 149.35
    mesitylene 47.71
    ε-caprolactone 181.54
    p-cymene 59.35
    epichlorohydrin 273.77
    1,1,1-trichloroethane 160.38
    2-aminoethanol 148.5
    morpholine-4-carbaldehyde 196.89
    sulfolane 106.64
    2,2,4-trimethylpentane 11.1
    2-methyltetrahydrofuran 331.35
    n-hexyl acetate 132.49
    isooctane 13.27
    2-(2-butoxyethoxy)ethanol 231.39
    sec-butyl acetate 79.91
    tert-butyl acetate 108.8
    decalin 13.96
    glycerin 103.1
    diglyme 362.8
    acrylic acid 88.07
    isopropyl myristate 55.39
    n-butyric acid 284.14
    acetyl acetate 91.69
    di(2-ethylhexyl) phthalate 55.61
    ethyl propionate 83.12
    nitromethane 170.74
    1,2-diethoxyethane 262.74
    benzonitrile 144.46
    trioctyl phosphate 39.85
    1-bromopropane 137.12
    gamma-valerolactone 281.4
    n-decanol 73.9
    triethyl phosphate 48.15
    4-methyl-2-pentanol 121.93
    propionitrile 239.69
    vinylene carbonate 116.0
    1,1,2-trichlorotrifluoroethane 132.41
    DMS 62.82
    cumene 45.11
    2-octanol 82.5
    2-hexanone 113.18
    octyl acetate 67.7
    limonene 79.72
    1,2-dimethoxyethane 308.54
    ethyl orthosilicate 54.76
    tributyl phosphate 44.47
    diacetone alcohol 141.62
    N,N-dimethylaniline 72.35
    acrylonitrile 196.74
    aniline 161.12
    1,3-propanediol 289.62
    bromobenzene 104.23
    dibromomethane 217.05
    1,1,2,2-tetrachloroethane 201.64
    2-methyl-cyclohexyl acetate 94.96
    tetrabutyl urea 55.5
    diisobutyl methanol 96.09
    2-phenylethanol 159.48
    styrene 66.93
    dioctyl adipate 66.64
    dimethyl sulfate 33.21
    ethyl butyrate 141.41
    methyl lactate 59.19
    butyl lactate 77.94
    diethyl carbonate 78.05
    propanediol butyl ether 150.18
    triethyl orthoformate 95.31
    p-tert-butyltoluene 59.54
    methyl 4-tert-butylbenzoate 96.54
    morpholine 654.88
    tert-butylamine 258.02
    n-dodecanol 54.75
    dimethoxymethane 157.01
    ethylene carbonate 106.62
    cyrene 86.73
    2-ethoxyethyl acetate 139.89
    2-ethylhexyl acetate 132.04
    1,2,4-trichlorobenzene 89.58
    4-methylpyridine 245.81
    dibutyl ether 109.78
    2,6-dimethyl-4-heptanol 96.09
    DEF 115.26
    dimethyl isosorbide 194.56
    tetrachloroethylene 137.13
    eugenol 100.49
    triacetin 93.92
    span 80 135.92
    1,4-butanediol 73.08
    1,1-dichloroethane 205.59
    2-methyl-1-pentanol 149.47
    methyl formate 64.97
    2-methyl-1-butanol 213.57
    n-decane 14.27
    butyronitrile 289.93
    3,7-dimethyl-1-octanol 113.04
    1-chlorooctane 55.37
    1-chlorotetradecane 20.44
    n-nonane 12.59
    undecane 10.15
    tert-butylcyclohexane 15.33
    cyclooctane 10.2
    cyclopentanol 163.99
    tetrahydropyran 490.12
    tert-amyl methyl ether 118.78
    2,5,8-trioxanonane 237.77
    1-hexene 61.86
    2-isopropoxyethanol 149.86
    2,2,2-trifluoroethanol 41.8
    methyl butyrate 109.29

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction

Botanical

Name CAS Botanical Proportion
Eucalyptus globulus (Spain) 1 8016-26-0 Eucalyptus globulus Labill., fam. Myrtaceae 0.26%